Puerto Rico Island Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Romantic Puerto Rico Island Hotels
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard, Río Grande
Stay at this 5-star luxury resort in Río Grande. Enjoy 4 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,083 reviews)
"The property was so beautiful! The staff was so friendly and welcoming. I asked for a later checkout and they didn’t have any problem assisting with that. The pools were all clean and the pool towels they provided were also clean and luxurious."
Reviewed on 22 Jul. 2025
Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
Stay at this 5-star luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,510 reviews)
"It was very noisy, music from the neighboring hotel played all night"
Reviewed on 20 Jul. 2025
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Aguadilla St. #55 Condado, San Juan
Stay at this 4-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (628 reviews)
"Great Hotel!!!"
Reviewed on 25 Jun. 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.